CAS Number106685-40-9
SynonymsAdapalene; CD-271; Adapalenum; Differin; 6-[3-(1-Adamantyl)-4-methoxyphenyl]-2-naphthoic Acid; 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid; 6-[3-(Adamantan-1-yl)-4-methoxyphenyl]-2-naphthoic acid; Adapaleno; Adaferin; MFCD03106112; Differine; 6-(4-methoxy-3-tricyclo[3.3.1.1]dec-1-ylphenyl)naphthalene-2-carboxylic acid; 6-[3-(1-adamantyl)-4-methoxyphenyl]naphthalene-2-carboxylic acid; 6-[4-methoxy-3-(tricyclo[3.3.1.1]dec-1-yl)phenyl]naphthalene-2-carboxylic acid
Molecular FormulaC28H28O3
Molecular Weight412.52
Purity99%
Density1.2±0.1 g/cm3
Boiling Point606.3±55.0 °C at 760 mmHg
Melting Point319-322ºC
AppearanceWhite to off-white crystalline powder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 106685-40-9 |
| Catalog No. | 2A-9009059 |
| Chinese Name | 阿达帕林 |
| Synonyms | Adapalene; CD-271; Adapalenum; Differin; 6-[3-(1-Adamantyl)-4-methoxyphenyl]-2-naphthoic Acid; 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid; 6-[3-(Adamantan-1-yl)-4-methoxyphenyl]-2-naphthoic acid; Adapaleno; Adaferin; MFCD03106112; Differine; 6-(4-methoxy-3-tricyclo[3.3.1.1]dec-1-ylphenyl)naphthalene-2-carboxylic acid; 6-[3-(1-adamantyl)-4-methoxyphenyl]naphthalene-2-carboxylic acid; 6-[4-methoxy-3-(tricyclo[3.3.1.1]dec-1-yl)phenyl]naphthalene-2-carboxylic acid |
| Molecular Formula | C28H28O3 |
| Molecular Weight | 412.52 |
| Purity | 99 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 606.3±55.0 °C at 760 mmHg |
| Melting Point | 319-322ºC |
| Appearance | White to off-white crystalline powder |
| Storage Condition | Store at +4°C |
| Application | Adapalene (CD-271; Differin) is a synthetic retinoic acid that is a retinoic acid receptor (RAR) agonist. |
| HTC | 2918990090 |
| PubChem ID | 329823363 |
| MDL Number | MFCD03106112 |
| SMILES | COc1ccc(cc1C23C[C@H]4C[C@H](C[C@H](C4)C2)C3)-c5ccc6cc(ccc6c5)C(O)=O |
| InChI | 1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30)/t17-,18+,19-,28- |
| InChI Key | LZCDAPDGXCYOEH-AADAIPAGSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | Transport |
| MSDS | msds/9059_1_106685_40_9.pdf |
| Bioactivity | Adapalene(CD-271; Differin), a synthetic retinoid, is a retinoic acid receptor agonist (RAR).Target: Retinoic acid receptor agonist (RAR)Adapalene is a third-generation topical retinoid primarily used in the treatment of mild-moderate acne and is also used (off-label) to treat keratosis pilaris as well as other skin conditions. Adapalene is possibly more effective than tretinoin 0.025% gel in the treatment of acne vulgaris [1].Thirty-six rats of either sex were divided into six groups (two control groups, and an etodolac, indomethacin, tretinoin and adapalene group) of six animals each. Each group was given different drugs or chemicals. The inhibitory activities of the drugs were determined on carrageenan-induced rat-paw oedema. The inhibition rate (53.48%) in the tretinoin group was found to be higher thanadapalene and controls (P < 0.05). Adapalene was found to have an inhibition rate of 10.28%, and when compared with the other groups, was found to have no statistically significant anti-inflammatory activity [2]. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> RAR/RXR Research Areas >> Inflammation/Immunology References [1]. Ellis CN, et al. Comparison of adapalene 0.1% solution and tretinoin 0.025% gel in the topical treatment of acne vulgaris. Br J Dermatol. 1998 Oct;139 Suppl 52:41-7. [2]. Akdeniz N, et al. Anti-inflammatory effects of tretinoin (all-trans-retinoic acid) 0.1% and adapalene 0.1% in rats. Clin Exp Dermatol. 2005 Sep;30(5):570-2. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 606.3±55.0 °C at 760 mmHg Melting Point 319-322ºC Molecular Formula C28H28O3 Molecular Weight 412.520 Flash Point 205.9±25.0 °C Exact Mass 412.203857 PSA 46.53000 LogP 8.04 Vapour Pressure 0.0±1.8 mmHg at 25°C Index of Refraction 1.655 InChIKey LZCDAPDGXCYOEH-UHFFFAOYSA-N SMILES COc1ccc(-c2ccc3cc(C(=O)O)ccc3c2)cc1C12CC3CC(CC(C3)C1)C2 Storage condition Store at +4°C |
| Use of | Adapalene(CD-271; Differin), a synthetic retinoid, is a retinoic acid receptor agonist (RAR).Target: Retinoic acid receptor agonist (RAR)Adapalene is a third-generation topical retinoid primarily used in the treatment of mild-moderate acne and is also used (off-label) to treat keratosis pilaris as well as other skin conditions. Adapalene is possibly more effective than tretinoin 0.025% gel in the treatment of acne vulgaris [1].Thirty-six rats of either sex were divided into six groups (two control groups, and an etodolac, indomethacin, tretinoin and adapalene group) of six animals each. Each group was given different drugs or chemicals. The inhibitory activities of the drugs were determined on carrageenan-induced rat-paw oedema. The inhibition rate (53.48%) in the tretinoin group was found to be higher thanadapalene and controls (P < 0.05). Adapalene was found to have an inhibition rate of 10.28%, and when compared with the other groups, was found to have no statistically significant anti-inflammatory activity [2]. Properties Articles29 Name adapalene Synonym More Synonyms Adapalene Biological Activity Description Adapalene(CD-271; Differin), a synthetic retinoid, is a retinoic acid receptor agonist (RAR).Target: Retinoic acid receptor agonist (RAR)Adapalene is a third-generation topical retinoid primarily used in the treatment of mild-moderate acne and is also used (off-label) to treat keratosis pilaris as well as other skin conditions. Adapalene is possibly more effective than tretinoin 0.025% gel in the treatment of acne vulgaris [1].Thirty-six rats of either sex were divided into six groups (two control groups, and an etodolac, indomethacin, tretinoin and adapalene group) of six animals each. Each group was given different drugs or chemicals. The inhibitory activities of the drugs were determined on carrageenan-induced rat-paw oedema. The inhibition rate (53.48%) in the tretinoin group was found to be higher thanadapalene and controls (P < 0.05). Adapalene was found to have an inhibition rate of 10.28%, and when compared with the other groups, was found to have no statistically significant anti-inflammatory activity [2]. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> RAR/RXR Research Areas >> Inflammation/Immunology References [1]. Ellis CN, et al. Comparison of adapalene 0.1% solution and tretinoin 0.025% gel in the topical treatment of acne vulgaris. Br J Dermatol. 1998 Oct;139 Suppl 52:41-7. [2]. Akdeniz N, et al. Anti-inflammatory effects of tretinoin (all-trans-retinoic acid) 0.1% and adapalene 0.1% in rats. Clin Exp Dermatol. 2005 Sep;30(5):570-2. Chemical & Physical Properties Molecular Formula C28H28O3 Exact Mass 412.203857 PSA 46.53000 Index of Refraction 1.655 InChIKey LZCDAPDGXCYOEH-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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